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Home›Movies›Comedy›Dark Gritty Comedy Movies

Tag Mix

Dark Gritty Comedy Movies

118movies

Comedy ×
Dark ×
Gritty ×

118movies

Keep narrowing

+ Solo1522 + Intense1411 + Bleak831 + Violent637 + Disturbing581 + Book505 + Friends468 + Slow Burn458 + Suspenseful433 + Emotional415 + 2020s + 2010s + 2000s + 90s + 80s + 70s + Under 2 Hours

Where to watch

On Tubi37 On Kanopy32 On Plex30 On Hoopla24 On Prime Video17 On The Roku Channel13

Pain & Gain (2013) poster

Pain & Gain

2013Action · Comedy2h 10m

Dark Funny Chaotic Con Artist Kidnapping

T2 Trainspotting (2017) poster

T2 Trainspotting

2017Comedy · Crime1h 57m

Nostalgic Dark Bleak Friendship Revenge

Hustlers (2019) poster

Hustlers

2019Comedy · Crime1h 50m

Intense Dark Strong Female Lead Con Artist New York

The King of Comedy (1982) poster

The King of Comedy

1982Comedy · Drama1h 49m

Dark Thought-Provoking Disturbing Antihero Cops

Bad Santa (2003) poster

Bad Santa

2003Comedy · Crime1h 32m

Dark Funny Gritty Friends Christmas

Three Kings (1999) poster

Three Kings

1999Action · Comedy1h 54m

Chaotic Thought-Provoking Dark Treasure Hunt Desert

The Sisters Brothers (2018) poster

The Sisters Brothers

2018Comedy · Drama2h 1m

Emotional Dark Hitman Friendship Gritty

Filth (2013) poster

Filth

2013Comedy · Crime1h 37m

Dark Funny Disturbing Chaotic Cops

Ghost World (2001) poster

Ghost World

2001Comedy · Drama1h 51m

Weird Thought-Provoking Dark Friendship Coming-of-Age

The Bar (2017) poster

The Bar

2017Comedy · Horror1h 42m

Language: Spanish

Dark Funny Chaotic Survival Single Location

The Dirt (2019) poster

The Dirt

2019Comedy · Drama1h 48m

Chaotic Dark Rags to Riches Los Angeles Fast-Paced

Four Lions (2010) poster

Four Lions

2010Comedy · Crime1h 37m

Funny Dark Chaotic Fast-Paced Gritty

Caught Stealing (2025) poster

Caught Stealing

2025Comedy · Crime1h 47m

Dark Funny Chaotic Sports New York

The Squid and the Whale (2005) poster

The Squid and the Whale

2005Comedy · Drama1h 21m

Emotional Thought-Provoking Dark Coming-of-Age Dysfunctional Family

Ingrid Goes West (2017) poster

Ingrid Goes West

2017Comedy · Drama1h 38m

Dark Disturbing Funny Antihero Gritty

Buffalo '66 (1998) poster

Buffalo '66

1998Comedy · Drama1h 50m

Weird Dark Emotional Kidnapping Dysfunctional Family

The Apprentice (2024) poster

The Apprentice

2024Comedy · Drama2h 2m

Dark Disturbing Thought-Provoking Political New York

Eddington (2025) poster

Eddington

2025Comedy · Crime2h 28m

Dark Funny Chaotic Thought-Provoking Political

Death of a Unicorn (2025) poster

Death of a Unicorn

2025Comedy · Fantasy1h 47m

Dark Funny Weird Gritty Friends

Bad Santa 2 (2016) poster

Bad Santa 2

2016Comedy · Crime1h 32m

Funny Dark Heist Gritty Friends

El Infierno (2010) poster

El Infierno

2010Action · Comedy2h 28m

Language: Spanish

Dark Funny Bleak Mafia Violent

Observe and Report (2009) poster

Observe and Report

2009Comedy · Crime1h 26m

Dark Funny Disturbing Antihero Heist

Blindspotting (2018) poster

Blindspotting

2018Comedy · Crime1h 35m

Thought-Provoking Intense Dark Friendship Gritty

Gummo (1997) poster

Gummo

1997Comedy · Drama1h 29m

Dark Weird Funny Disturbing Disaster

May (2003) poster

May

2003Comedy · Drama1h 33m

Weird Disturbing Dark Strong Female Lead Serial Killer

Very Bad Things (1998) poster

Very Bad Things

1998Comedy · Crime1h 40m

Dark Chaotic Disturbing Wedding Las Vegas

Repo Man (1984) poster

Repo Man

1984Comedy · Science Fiction1h 32m

Funny Weird Dark Chaotic Aliens

Naked (1993) poster

Naked

1993Comedy · Drama2h 11m

Dark Bleak Disturbing Antihero London

In Order of Disappearance (2014) poster

In Order of Disappearance

2014Action · Comedy1h 55m

Language: Norwegian

Dark Funny Chaotic Revenge Mafia

The Golden Glove (2019) poster

The Golden Glove

2019Comedy · Crime1h 50m

Language: German

Disturbing Bleak Dark Serial Killer Gritty

The Idiots (1998) poster

The Idiots

1998Comedy · Drama1h 50m

Language: Danish

Disturbing Weird Dark Gritty Found Footage

Red Rocket (2021) poster

Red Rocket

2021Comedy · Drama2h 10m

Funny Dark Antihero Small Town Gritty

The Taking of Pelham One Two Three (1974) poster

The Taking of Pelham One Two Three

1974Action · Comedy1h 45m

Suspenseful Dark Kidnapping Cops New York

Withnail & I (1987) poster

Withnail & I

1987Comedy · Drama1h 48m

Funny Dark Bleak Friendship Countryside

Defendor (2009) poster

Defendor

2009Action · Comedy1h 41m

Dark Sad Funny Thought-Provoking Superheroes

JCVD (2008) poster

JCVD

2008Action · Comedy1h 36m

Language: French

Thought-Provoking Dark Heist Europe Mockumentary

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